JP2003535887A5 - - Google Patents
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- Publication number
- JP2003535887A5 JP2003535887A5 JP2002503263A JP2002503263A JP2003535887A5 JP 2003535887 A5 JP2003535887 A5 JP 2003535887A5 JP 2002503263 A JP2002503263 A JP 2002503263A JP 2002503263 A JP2002503263 A JP 2002503263A JP 2003535887 A5 JP2003535887 A5 JP 2003535887A5
- Authority
- JP
- Japan
- Prior art keywords
- lower alkyl
- substituted
- phenyl
- optionally
- halogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 description 164
- 125000003545 alkoxy group Chemical group 0.000 description 67
- 229910052736 halogen Inorganic materials 0.000 description 44
- 125000003118 aryl group Chemical group 0.000 description 33
- 150000002367 halogens Chemical class 0.000 description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 26
- 229910052739 hydrogen Inorganic materials 0.000 description 24
- 239000001257 hydrogen Substances 0.000 description 24
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 22
- -1 2,3-dihydro -1H- indolyl Chemical group 0.000 description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 19
- 150000002431 hydrogen Chemical class 0.000 description 18
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 16
- 125000000623 heterocyclic group Chemical group 0.000 description 13
- 125000002757 morpholinyl group Chemical group 0.000 description 11
- 125000003342 alkenyl group Chemical group 0.000 description 10
- 125000005605 benzo group Chemical group 0.000 description 10
- 125000004193 piperazinyl group Chemical group 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
- 125000003386 piperidinyl group Chemical group 0.000 description 8
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- 125000004534 benzothien-2-yl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 6
- 125000000753 cycloalkyl group Chemical group 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 6
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 6
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
- 125000004568 thiomorpholinyl group Chemical group 0.000 description 5
- KPKNTUUIEVXMOH-UHFFFAOYSA-N 1,4-dioxa-8-azaspiro[4.5]decane Chemical compound O1CCOC11CCNCC1 KPKNTUUIEVXMOH-UHFFFAOYSA-N 0.000 description 4
- 102000009346 Adenosine receptors Human genes 0.000 description 4
- 108050000203 Adenosine receptors Proteins 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 description 4
- 201000010099 disease Diseases 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000004076 pyridyl group Chemical group 0.000 description 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- CEKSPMMCISUSTR-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7-octahydroquinoline Chemical compound C1CCC2CCCNC2=C1 CEKSPMMCISUSTR-UHFFFAOYSA-N 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 2
- 230000001548 androgenic effect Effects 0.000 description 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00113219.0 | 2000-06-21 | ||
| EP00113219 | 2000-06-21 | ||
| PCT/EP2001/006506 WO2001097786A2 (en) | 2000-06-21 | 2001-06-08 | Benzothiazole derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003535887A JP2003535887A (ja) | 2003-12-02 |
| JP2003535887A5 true JP2003535887A5 (enrdf_load_stackoverflow) | 2006-10-26 |
| JP3886897B2 JP3886897B2 (ja) | 2007-02-28 |
Family
ID=8169041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002503263A Expired - Fee Related JP3886897B2 (ja) | 2000-06-21 | 2001-06-08 | ベンゾチアゾール誘導体 |
Country Status (33)
Families Citing this family (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE385794T1 (de) * | 2000-06-21 | 2008-03-15 | Hoffmann La Roche | Benzothiazolderivate zur behandlung von alzheimer und parkinson |
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| US6620811B2 (en) * | 2001-11-19 | 2003-09-16 | Hoffmann-La Roche Inc. | Isonicotin- and nicotinamide derivatives of benzothiazoles |
| BR0214455A (pt) * | 2001-11-27 | 2004-11-03 | Hoffmann La Roche | Derivados benzotiazol |
| US6624163B2 (en) | 2001-11-29 | 2003-09-23 | Hoffman-La Roche Inc. | Benzothiazole derivatives |
| US6727247B2 (en) | 2001-12-10 | 2004-04-27 | Hoffman-La Roche Inc. | Substituted benzothiazole amide derivatives |
| PL370980A1 (en) * | 2001-12-12 | 2005-06-13 | F.Hoffmann-La Roche Ag | Benzothiophenes as adenosine receptor modulators |
| US6734179B2 (en) * | 2001-12-12 | 2004-05-11 | Hoffmann-La Roche Inc. | Benzothiazoles |
| US6713499B2 (en) | 2001-12-12 | 2004-03-30 | Hoffman-La Roche Inc. | 7-Amino-benzothiazole derivatives |
| TR201903603T4 (tr) | 2002-01-28 | 2019-04-22 | Kyowa Hakko Kogyo Kk | Hareket bozukluklarının tedavisinde kullanım için A2A reseptörü antagonistleri. |
| DK1522314T3 (da) * | 2002-06-26 | 2014-05-26 | Ono Pharmaceutical Co | Midler for sygdomme forårsaget af vaskulær sammentrækning eller udvidelse |
| US6958420B2 (en) * | 2002-07-19 | 2005-10-25 | Board Of Trustees Of Michigan State University | Synthesis of aminoarylboronic esters and substituted anilines from arenes via catalytic C-H activation/borylation/amination and uses thereof |
| US7338956B2 (en) | 2002-08-07 | 2008-03-04 | Sanofi-Aventis Deutschland Gmbh | Acylamino-substituted heteroaromatic compounds and their use as pharmaceuticals |
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| AR056615A1 (es) * | 2002-12-27 | 2007-10-17 | Kyowa Hakko Kogyo Kk | Un metodo de tratamiento de trastornos de la conducta |
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| NZ627505A (en) | 2003-08-06 | 2016-01-29 | Senomyx Inc | Novel flavors, flavor modifiers, tastants, taste enhancers, umami or sweet tastants, and/or enhancers and use thereof |
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| KR100834179B1 (ko) * | 2004-05-24 | 2008-05-30 | 에프. 호프만-라 로슈 아게 | 4-하이드록시-4-메틸-피페리딘-1-카복실산(4-메톡시-7-모폴린-4-일-벤조티아졸-2-일)-아마이드 |
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| SG140605A1 (en) * | 2004-07-22 | 2008-03-28 | Hoffmann La Roche | Benzothiazole derivatives |
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| WO2022164135A1 (ko) * | 2021-01-29 | 2022-08-04 | 한국화학연구원 | 벤조티아졸 및 벤즈이미다졸 유도체, 약제학적으로 허용 가능한 염, 이의 제조방법 및 이를 유효성분으로 함유하는 약제학적 조성물 |
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2001
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2002
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2005
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2007
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2008
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